Surprised to see so many people saying this. Taking the jobby story out of the equation - since he said he didn't actually do it, which is still worrying on the basis that he thought that fictional tale would be funny - his treatment of that female "alki junkie" was an absolute disgrace. I'm not sure if he sent that PM about Adam and his ex, or if he grassed up Bobby to his boss, but he's not an alright guy, he is an arsehole.
IMO.